KR960000195A - Hair growth agents - Google Patents

Abstract

The present invention relates to a hair growth (recovery) agent comprising a carnitine compound of the following general formula (I) as an active ingredient.

Wherein R ¹ to R ³ are each an alkyl group having 1 to 6 carbon atoms, R ⁴ is an aliphatic acyl group having 3 to 31 carbon atoms which may be substituted, and R ⁵ is an alkyl having 3 to 31 carbon atoms which may be substituted Group or an alkenyl group having 3 to 31 carbon atoms which may be substituted, X is an anion of a pharmaceutically acceptable acid.

Description

Hair growth agents

Since this is an open matter, no full text was included.

Claims (18)

Hair growth agents comprising the carnitine compound of the general formula (I) as the active ingredient: Wherein R ¹ to R ³ are each an alkyl group having 1 to 6 carbon atoms, R ⁴ is an aliphatic acyl group having 3 to 31 carbon atoms which may be substituted, and R ⁵ is an alkyl group having 3 to 31 carbon atoms which may be substituted Or an alkenyl group having 3 to 31 carbon atoms which may be substituted, X is a pharmaceutically acceptable acid is an anion. The compound of claim 1, wherein R ¹ to R ³ are each an alkyl group having 1 to 6 carbon atoms, and R ⁴ may have a substituent selected from the group consisting of a hydroxy group and an alkoxycarbonyl group having 2 to 7 carbon atoms. An aliphatic acyl group having 3 to 31 carbon atoms, wherein R ⁵ may have a substituent selected from the group consisting of a hydroxy group and an alkoxycarbonyl group having 2 to 7 carbon atoms, or a hygioxy group A hair growth agent which is an alkenyl group having 3 to 31 carbon atoms, which may have a substituent selected from the group consisting of a group and an alkoxycarbonyl group having 2 to 7 carbon atoms. The compound of claim 1, wherein R ¹ to R ³ are each an alkyl group having 1 to 6 carbon atoms, R ⁴ is an aliphatic acyl group having 3 to 31 carbon atoms, and R ⁵ is an alkyl group having 3 to 31 carbon atoms or 3 to 3 carbon atoms. Hair growth agent, which is an alkenyl group of 31. 4. A compound according to claim 3, wherein R ¹ to R ³ are each methyl group, ethyl group, propyl group, butyl group, pentyl group or hexyl group, and R ⁴ is propionyl group, butyryl group, isobutyryl group, crotono Il group, methacryloyl group, valeryl group, isovaleryl group, pivaloyl group, hexanoyl group, 4-metalbeleryl group, sorbinoyl group, heptanoyl group, octanoyl group, 2-propylvalle Reel group, nonanoyl group, decanoyl group, undecanoyl group, 10-undecanoyl group, dodecanoyl group, tridecanoyl group, tetradecanoyl group, pentacanoyl group, hexadecanoyl group, hepta Decanoyl group, octadecanoyl group, oleoyl group, elliodoyl group, linoleoyl group, linolenoyl group, nonadecanoyl group, 2,6,10,14-tetramethylpentadecanoyl group, isocano Group, 3,7,11,15-tetramethylhexadecanoyl Group, arachidyl group, henecosanoyl group, docosanoyl group, toricosanoyl group, tetracosanoyl group, pentacosanoyl group, hexacosanoyl group, heptacosanoyl group, oxacosanoyl group, nona A cosanoyl group, a triacontanoyl group, or a heteroacontanoyl group, R ⁵ is a propyl group, isopropyl group, butyl group, isobutyl group, 1-methylpropyl group, 1,1-dimethylethyl group, pentyl Group, methylbutyl group, 2-methylbutyl group, 3-methylbutyl group, 1,1-dimethylpropyl group, 1,2-dimethylpropyl group, 2,2-dimethylpropyl group, 1-ethylpropyl group, 2- Ethylpropyl group, nuclear chamber group, isohexyl group, 1-methylpentyl group, 2-methylpentyl group, 3-methylpentyl group, 1-ethylbutyl group, 2-ethylbutyl group, 1,1-dimethylbutyl group, 1 , 2-dimethylbutyl group, 1,3-dimethyl butyl group, 2,2-dimethylbutyl group, 2,3-dimethyl moiety Tyl group, 3,3-dimethylbutyl group, 1-ethyl-1-methylpropyl group, 1-ethyl-2-methylpropyl group, 2-ethyl-1-methylpropyl group, 2-ethyl-2-methylpropyl group , 1-methyl-2-ethylpropyl group, 1,1,2-trimethylpropyl group, 1,2,2-trimethylpropyl group, heptyl group, octin group, 2-propylpentyl group, nonyl group, decyl group, undecylenate Cilyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, ecoxyl group, henacyl group, docosyl group, tricosyl Group, tetracosyl group, pentacosyl group, hexacosyl group, heptacosyl group, octacosyl group, nonacosyl group, triacontyl group or gentriacontyl group, or 2-propenyl group, 1-methyl Nitinyl group, 10-undecenyl group, 14-pentadesenyl group, 3,7,11,15-tetramethyl-2-hexadecenyl group, 20-henei Hair which is a senyl group or a 30-hentriacontenyl group and X is an anion of a pharmaceutically acceptable acid selected from the group consisting of chloride, acetate, citrate, nicotinate, nitrate, sulfonate, and salicylate Growth agents. The compound of claim 1, wherein R ¹ to R ³ are each an alkyl group having 1 to 4 carbon atoms, R ⁴ is an aliphatic acyl group having 3 to 18 carbon atoms, and R ⁵ is an alkyl group having 3 to 21 carbon atoms or 3 to C 3. Hair growth agent which is an alkenyl group of 21. 6. A compound according to claim 5, wherein R ¹ to R ³ are each methyl group, R ⁴ is propionyl group, isobornyl group, valeryl group, hexanoyl group, 4-methylvaleryl group, heptanoyl group, 2- Propylvaleryl group, nonanoyl group, undecoil group, 10-undecenoyl group, tridecanoyl group, tetradecanoyl group, pentadecanoyl group, hexadecanoyl group, heptadecanoyl group or linoleoyl R ⁵ is a propyl group, pentyl group, 2-methylbutyl group, isohexyl group, heptyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group Hair growth agents which are a Henecosyl group or a 10-Undecenyl group. The compound according to claim 1, wherein R ¹ to R ³ are each an alkyl group having 1 to 4 carbon atoms, R ⁴ is an aliphatic acyl group having 3 to 15 carbon atoms, and R ⁵ is an alkyl group having 3 to 15 carbon atoms or 3 to 15 carbon atoms. Hair growth agents which are alkenyl groups. 8. A compound according to claim 7, wherein R ¹ to R ³ are each methyl group, R ⁴ is propionyl group, isobornyl group, valeryl group, hexanoyl group, 4-methylvaleryl group, heptanoyl group, undecano 1 group, 10-undecenoyl group, tridecanoyl group or pentadecanoyl group, R ⁵ is propyl group, pentyl group, 2-methylbutyl group, heptyl group, nonyl group, undecyl group, dodecyl group, Hair growth agents that are tridecyl group, tetradelyl group, or pentadecyl group. The hair growth agent according to claim 1, wherein R ¹ to R ³ are each an alkyl group having 1 to 6 carbon atoms, R ⁴ is an aliphatic acyl group having 4 to 31 carbon atoms, and R ⁵ is an alkyl group having 11 to 31 carbon atoms. The hair growth agent according to claim 1, wherein the carbon number of the aliphatic acyl residue of R ⁴ and the carbon number of the alkyl or alkenyl residue of R ⁵ are 6 to 34. The hair growth agent of Claim 3 whose sum of carbon number of R <^4> and carbon number of R <^5> is 6-34. 12. The combination according to claim 11, wherein the combination of carbon number of R ⁴ and carbon number of R ⁵ is (1) when the sum of carbon number is 6, the carbon number of R ⁴ is 3 and the carbon number of R ⁵ is (2) In the case of 8, a combination of 5 carbon atoms in R ⁴ and 3 carbon atoms in R ⁵ ; (3) In the case of 12 carbon atoms, a combination of 5 carbon atoms in R ⁴ and 7 carbon atoms in R ⁵ ; ( 4) in the case of carbon number of the sum is 14, the R ⁴ the number of carbon atoms is 3, and R ⁵ of the carbon atoms is 11 for the number of carbon atoms is 11, a combination, or R ⁴ and a have the R ⁵ having up to 3 carbon atoms in combination; 5 carbon atoms, the sum of 15 case, the carbon number is four and the number of carbon atoms is 11, a combination of R ⁵ for R ^4; in the case of 6 carbon atoms, the sum is 16, the R ⁴ the number of carbon atoms is 3, and of R ⁵ a carbon number of 13 in combination, the number of carbon atoms of R ⁴ Is 5 and R ⁵ has 11 carbon atoms, R ⁴ has 7 carbon atoms and R ⁵ has 9 carbon atoms, R ⁴ has 11 carbon atoms and R ⁵ carbon atoms 13, R ⁴ has 13 carbon atoms carbon atoms of R ⁵ 3 in combination, (7) in the case of carbon atoms, the sum is 17, in the R ⁴ the number of carbon atoms is 4, and that of R ⁵ carbon atoms, 13 combinations, of R ⁴ the number of carbon atoms is 5 and a is of the R ⁵ 12 carbon atoms in combination, R ⁴ A combination having 6 carbon atoms and 12 carbon atoms for R ⁵ , or a carbon number 6 for R ⁴ and 11 carbon atoms for R ⁵ ; (8) if the carbon number sum is 18, the carbon number for R ⁴ is 3 and for R ⁵ A combination of 15 carbon atoms, a combination of ⁴ carbon atoms in R ⁴ , 14 carbon atoms in R ⁵ , a combination of 5 carbon atoms in R ⁴ , and 13 carbon atoms in R ⁵ , and also a carbon number of R ^{4 and} a carbon number of R ⁵ 12 in combination, R ⁴ the number of carbon atoms is 7, and R ⁵ in carbon number is 11 in combination, R ⁴ having the carbon number of 9 and R ⁵ having the carbon number of 9 combinations, R ⁴ having the carbon number of 11 and of R ⁵ having 7 of the of Combination, a combination of 13 carbon atoms of R ⁴ and ⁵ carbon atoms of R ⁵ , and of 15 carbon atoms of R ⁴ and 3 carbon atoms of R ⁵ ; (9) in the case of 19 carbon atoms, the carbon number of R ⁴ end Combinations of 4 and R ⁵ having 15 carbon atoms, combinations of R ⁴ having 6 carbon atoms and R ⁵ having 13 carbon atoms, combinations of R ⁴ having 8 carbon atoms and R ⁵ having 11 carbon atoms, R ⁴ having 11 carbon atoms R ⁵ in carbon number is ^8, the combination of R ⁴ of the carbon atoms 13 and R ⁵ of the carbon atoms is 6, a combination of R ⁴ the number of carbon atoms is 15, and R ⁵ having the carbon number of 4 or a combination of, carbon number 16 of R ⁴ and R ⁵ (10) when the carbon number sum is 20, a combination of 5 carbon atoms of R ⁴ and 15 carbon atoms of R ⁵ , a combination of 7 carbon atoms of R ⁴ and 13 carbon atoms of R ⁵ , A combination of 9 carbon atoms in R ⁴ and 11 carbon atoms in R ⁵ , or a combination of 11 carbon atoms in R ⁴ and 9 carbon atoms in R ⁵ or a carbon number 13 in R ⁴ and 7 carbon atoms in R ⁵ ; (11 ) carbon atoms in the case of the sum of the carbon atoms is 21, the carbon number of R ⁴ is 8 and the carbon number of R ⁵ is 13, a combination, the number of carbon atoms of R ⁴ and R ⁵ 16 carbon atoms is 5 or a combination of R ⁴ 18 and is of the R ⁵ having up to 3 carbon atoms in combination; the case of 12, the sum of carbon number 22,, R ⁴ of the carbon atoms 11 and R ⁵ of the carbon atoms is 11, a combination, R ⁴ the number of carbon atoms is 7, and the number of carbon atoms of R ⁵ Is a combination of 15 or a combination of 13 carbon atoms in R ⁴ and 9 carbon atoms in R ⁵ ; (13) when the sum of carbon atoms is 23, a combination of 8 carbon atoms in R ⁴ and 15 carbon atoms in R ⁵ ; ( 14) If the sum of the carbon number of 25 is, R ⁴ of the carbon atoms 13 and R ⁵ of the carbon atoms 12 in combination, R ⁴ of the carbon atoms is 14, and R ⁵ having the carbon number of 16 in the carbon number is 11 in combination or R ⁴ of R ⁵ a carbon number of 9 in combination; if (15) the sum of the carbon number of 26 is, in R ^4, the carbon number is 13 and is in R ⁵ a carbon number of 13, a combination, or the R number of carbon atoms is 14, ⁴ and of R ⁵ carbon atoms A combination of 11; (16) when the sum of carbon atoms is 27, a combination of 16 carbon atoms in R ⁴ and 11 carbon atoms in R ⁵ ; (17) when the sum of carbon atoms is 28, 15 carbon atoms in R ⁴ And R ⁵ A combination of 13 carbon atoms, a combination of 17 carbon atoms of R ⁴ , 11 carbon atoms of R ⁵ , or a combination of 16 carbon atoms of R ⁴ , and 12 carbon atoms of R ⁵ ; (18) , A combination of 15 carbon atoms of R ⁴ and 15 carbon atoms of R ⁵ ; and (19) when the sum of carbon atoms is 34, a combination of 13 carbon atoms of R ⁴ and 21 carbon atoms of R ⁵ . Hair growth agent. The hair growth agent according to claim 12, wherein the carbon number of R ^{4 and} the carbon number of R ⁵ are 14 to 26. The hair growth agent according to any one of claims 1 to 13, as a prophylactic and therapeutic agent for androgenetic alopecia, senile alopecia, talogen alopecia and leukemia. Carnitine compound of the following general formula (I). Wherein R ¹ to R ³ are each a methyl group, R ⁴ and R ⁵ are the following combinations, ie R ⁴ is the following combination, ie R ⁴ is a pentadecanoyl group and R ⁵ is an undecyl group; R ⁴ is valeryl group and R ⁵ is tridecyl group; R ⁴ is propionyl group, R ⁵ is undecyl group, R ⁴ is tridecanoyl group and R ⁵ is pentyl group; R ⁴ is a heptanoyl group and R ⁵ is a nonyl group; R ⁴ is an undecanoyl group, R ⁵ is a pentyl group; R ⁴ is a valeryl group and R ⁵ is an undecyl group; R ⁴ is an undecanoyl group and R ⁵ is a heptyl group; R ⁴ is a tridecanoyl group and R ⁵ is a heptyl group; R ⁴ is an isobutyryl group and R ⁵ is a tridecyl group; R ⁴ is propionyl group and R ⁵ is tridecyl group; R ⁴ is a 4-methylvaleryl group and R ⁵ is a dodecyl group; R ⁴ is a 4-methylvaleryl group and R ⁵ is a tridecyl group; R ⁴ is an isobutyryl group and R ⁵ is a tridecyl group; R ⁴ is a valeryl group and R ⁵ is a pentadecyl group; R ⁴ is propionyl group and R ⁵ is pentadecyl group; Or R ⁴ is a hexanoyl group, R ⁵ represents an undecyl group, and X is an anion of a pharmaceutically acceptable acid. The compound of claim 15, wherein the anion of the pharmaceutically acceptable acid is an anion selected from the group consisting of chloride, acetate, citrate, nicotinate, nitrate, sulfonate and salicylate. Use of an agent according to any one of claims 1 to 13 for use in promoting hair growth in humans or animals. Use of an agent according to any one of claims 1 to 13 for use in the prevention or treatment of androgenetic alopecia, senile alopecia, alopecia alopecia and leukemia. ※ Note: The disclosure is based on the initial application.